U.S. patent number 10,842,727 [Application Number 16/198,498] was granted by the patent office on 2020-11-24 for cosmetic composition comprising white rose flower extract for skin whitening and improving skin wrinkle.
This patent grant is currently assigned to CHUNGBUK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION, GANGNEUNG-WONGJU NATIONAL UNIVERSITY INDUSTRY ACADEMY COOPERATION GROUP. The grantee listed for this patent is CHUNGBUK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION, GANGNEUNG-WONJU NATIONAL UNIVERSITY INDUSTRY ACADEMY COOPERATION GROUP. Invention is credited to Seong-Soo Joo, Yun-Bae Kim.
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United States Patent |
10,842,727 |
Kim , et al. |
November 24, 2020 |
Cosmetic composition comprising white rose flower extract for skin
whitening and improving skin wrinkle
Abstract
Provided is a functional cosmetic composition of white rose
extract and a gartanin derivative compound isolated therefrom, and
specifically, to a cosmetic composition for skin whitening and skin
wrinkle alleviation containing, as active ingredients, white rose
petal extract and gartanin derivative compounds isolated therefrom.
The white rose extract and gartanin derivative compound, according
to the present invention, are safe without causing side effects on
the skin, prevent melanin production through a mechanism inhibiting
tyrosinase activity, thereby having a whitening effect, and exhibit
a wrinkle alleviation effect by a mechanism inhibiting MMP-1
activity, and thus the composition, of the present invention,
containing the same as active ingredients, can be utilized as a
material for functional cosmetics for skin whitening and wrinkle
alleviation without causing skin irritation.
Inventors: |
Kim; Yun-Bae (Cheongju-si,
KR), Joo; Seong-Soo (Yongin-si, KR) |
Applicant: |
Name |
City |
State |
Country |
Type |
CHUNGBUK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION
FOUNDATION
GANGNEUNG-WONJU NATIONAL UNIVERSITY INDUSTRY ACADEMY COOPERATION
GROUP |
Cheongju-si
Gangneung-si |
N/A
N/A |
KR
KR |
|
|
Assignee: |
GANGNEUNG-WONGJU NATIONAL
UNIVERSITY INDUSTRY ACADEMY COOPERATION GROUP (Gangneung-si,
KR)
CHUNGBUK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION
FOUNDATION (Cheongju-si, KR)
|
Family
ID: |
1000005199858 |
Appl.
No.: |
16/198,498 |
Filed: |
November 21, 2018 |
Prior Publication Data
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Document
Identifier |
Publication Date |
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US 20190105258 A1 |
Apr 11, 2019 |
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Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
Issue Date |
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15306331 |
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PCT/KR2014/004984 |
Jun 5, 2014 |
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Foreign Application Priority Data
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Apr 24, 2014 [KR] |
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10-2014-0049406 |
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Current U.S.
Class: |
1/1 |
Current CPC
Class: |
A61Q
19/08 (20130101); A61K 8/9789 (20170801); A61K
8/498 (20130101); A61Q 19/02 (20130101); A61K
2800/782 (20130101) |
Current International
Class: |
A61K
8/49 (20060101); A61K 8/9789 (20170101); A61Q
19/08 (20060101); A61Q 19/02 (20060101) |
References Cited
[Referenced By]
U.S. Patent Documents
Foreign Patent Documents
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10-2002-0062513 |
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Jul 2002 |
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KR |
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10-2006-0101100 |
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Sep 2006 |
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KR |
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10-2008-0072122 |
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Aug 2008 |
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KR |
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10-2011-0072153 |
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Jun 2011 |
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KR |
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Other References
Machine translation, KR 10-2011-0072153 (2011). cited by examiner
.
Machine translation, KR 10-2006-0101100 (2006). cited by examiner
.
Kim, E.-H., "A Study of Whitening Cosmetics from natural products,"
vol. 4 No. 2, pp. 195-203, 2006. Abstract. cited by applicant .
PCT International Search Report dated Jan. 20, 2015 for
PCT/KR2014/004984 filed Jun. 5, 2014, Title: "Cosmetic Composition
for Skin Whitening and Wrinkle Alleviation, Containing, as Active
Ingredients, White Rose Extract and Gartanin Derivative Compound
Isolated Therefrom,". cited by applicant.
|
Primary Examiner: Barham; Bethany P
Assistant Examiner: Frazier; Barbara S
Attorney, Agent or Firm: Nixon & Vanderhye P.C.
Claims
The invention claimed is:
1. A cosmetic composition for skin whitening or skin wrinkle
alleviation, the cosmetic composition comprising a white rose
flower ethyl acetate fraction as an active ingredient.
2. The cosmetic composition of claim 1, wherein the white rose
flower ethyl acetate fraction prevents melanin production by
suppressing or inhibiting activity of tyrosinase.
3. The cosmetic composition of claim 1, wherein the white rose
flower ethyl acetate fraction improves skin elasticity by
suppressing or inhibiting activity of MMP-1.
4. The cosmetic composition of claim 1, wherein the composition is
formulated by at least one selected from the group consisting of
skin lotion, skin softener, skin toner, astringent, lotion, milk
lotion, moisturizing lotion, nutrition lotion, massage cream,
nourishing cream, moisturizing cream, hand cream, essence,
nutrition essence, pack, soap, shampoo, cleansing foam, cleansing
lotion, cleansing cream, body lotion, body cleanser, emulsion,
lipstick, makeup base, foundation, pressed powder and loose
powder.
5. A cosmetic composition for skin whitening or skin wrinkle
alleviation, the cosmetic composition comprising a white rose
flower ethyl acetate fraction as an active ingredient, wherein the
white rose flower ethyl acetate fraction is characterized by being
prepared as in steps 1 to 3 below: extracting white rose flower
with an aqueous ethanol solution (step 1); fractionating the
ethanol aqueous solution extract of step 1 with hexane, and
separating the hexane fraction from residue generated thereby (step
2); and fractionating the residue of step 2 with ethyl acetate, and
separating the ethyl acetate fraction from residue generated
thereby (step 3), thereby obtaining the white rose flower ethyl
acetate fraction.
Description
TECHNICAL FIELD
The present invention relates to a functional cosmetic composition
including, as an active ingredient, white rose extract, and more
particularly, to a functional cosmetic composition having skin
whitening and wrinkle alleviation functions including, as an active
ingredient, white rose extract.
BACKGROUND ART
The skin is a defense organ on the front line of the human body
which protects the body from external stimuli and even from the
aesthetic point of view, an interest thereof has been gradually
increased. Accordingly, studies on a variety of functional
cosmetics are actively conducted and among the studies, various
functional cosmetics for wrinkle alleviation and whitening
functions are being launched.
Skin aging is largely divided into two types of intrinsic aging and
extrinsic aging according to a cause thereof. The intrinsic aging
is an aging process which is naturally caused while a physiological
function of the living body is deteriorated as the age increases
and the extrinsic aging is an aging process generated by external
factors such as ultraviolet (UV), dry air, reactive oxygen species,
and stress. When the skin aging is in progress by these factors,
wrinkle is generated on the skin surface.
Various causes of the wrinkle generation have been reported and
first, when the skin is exposed to excessive UV, decomposition of
collagen as a skin ingredient is accelerated and thus the skin
elasticity is lost and the wrinkle may be generated. Further, when
the skin is excessively dried by an excessive change in
temperature, a decrease in humidity, wind, or the like, the skin
function as a barrier to the outside is deteriorated and the
wrinkle is generated. In addition, when the skin is exposed to
reactive oxygen species or free radicals, lipid peroxides are
produced by oxidation and as a result, skin structural proteins
such as collagen are deformed and the wrinkle may be generated.
Meanwhile, when the skin aging occurs, cornification of the skin
occurs, a fusion rate of epidermal cells is gradually decreased, an
epidermal cell layer is thinned, the cornified layer is thickened,
and a boundary with the dermal layer becomes in a straight line. In
the corium, as human skin fibroblasts are aged, productivity of
fibers and the matrix is reduced, intracellular peroxide levels
rapidly increase, the function of the cells cannot be smoothly
performed and the metabolic activity of the cells is reduced under
the influence of various types of pollutants and stress. As a
result, the wrinkle is generated due to functional and structural
damages and thus the skin aging is accelerated. Accordingly,
various cosmetic compositions to prevent skin aging or wrinkle
generation caused by the external factor and the internal factors
have been studied.
Meanwhile, when the UV is irradiated to the skin, melanocytes in
the skin are activated and thus melanin production is accelerated
by action of enzyme tyrosinase, TRP1, and TRP2. The produced
melanin is pigmented in the skin to be developed to "age spots" and
"freckles" and in order to prevent the age spots and the freckles,
whitening cosmetics including various cosmetic compositions have
been used. Further, it is known that the UV accelerates sebum,
oxidation of a cell membrane and the like to cause various skin
disorders, and particularly, recently, more effectively preventive
measures of skin oxidation caused by an increase in UV according to
depletion of the ozone layer have been required.
Ingredients having a whitening effect which are known in the
related art include ascorbic phosphate ester salts, hydroquinone
derivatives, placenta extracts, kojic acid, ellagic acid, and the
like, and cosmetic compositions mixing these ingredients are
general. Particularly, in recent years, whitening cosmetics using
the placenta extracts have been in the limelight, but in the
placenta extracts, the supply amount is limited and the use there
is limited in a combination of ethical issues. Accordingly, an
interest in the development of novel and effective whitening
ingredients has been focused.
In recent years, it is reported that polyphenol and the like
included in the plant have a high whitening effect and cosmetic
compositions using the polyphenol and the like have been proposed.
Further, the whitening effect of flavanones and hydroxy flavones is
already disclosed. However, in these whitening ingredients, the
effect thereof is somewhat minimal and there is a problem during
storage, and a wrinkle prevention effect and an aging prevention
effect in addition to the whitening effect are not sufficiently
exhibited. Particularly, there is a problem in that functional
cosmetics including chemical ingredients cause skin irritation and
are not suitable for sensitive skin, and an interest in functional
cosmetics having small stimuli to the skin and derived from
eco-friendly natural plants has been focused.
Meanwhile, a white rose flower includes, as an active ingredient, a
white rose extract in the related art as a species belonging to the
genus Rose, and effects such as anti-oxidation, anti-inflammatory,
and anti-allergy are already disclosed, but skin whitening and
wrinkle alleviation effects on the white rose flower are not yet
studied.
Therefore, the inventors tested functions by focusing on a white
rose extract while seeking a natural substance as a novel material
for preparing cosmetics with excellent skin whitening and wrinkle
alleviation effects without side effects to the living body. As a
result, the inventors found that an ethanol extract of the white
rose effectively inhibited activity of tyrosinase in vitro to have
a whitening effect and effectively inhibited activity of
collagenase to have a wrinkle alleviation function and completed
the present invention.
DISCLOSURE
Technical Problem
The present invention is directed to provide a functional cosmetic
composition having skin whitening and skin wrinkle alleviation
effects without having side effects in the body.
Technical Solution
One aspect of the present invention provides a cosmetic composition
for skin whitening or skin wrinkle alleviation including a white
rose extract as an active ingredient.
The white rose extract may be an extract obtained by extracting
dried white rose petal with ethanol, butanol, or ethyl acetate.
The white rose extract may prevent melanin production by
suppressing or inhibiting activity of tyrosinase.
The white rose extract may improve skin elasticity by suppressing
or inhibiting activity of MMP-1.
Another aspect of the present invention provides a cosmetic
composition for skin whitening or skin wrinkle alleviation
including 3,5-di-o-methyl-gartanin as an active ingredient.
The 3,5-di-o-methyl-gartanin may be isolated from at least one rose
selected from the group consisting of white rose flower, Red
Sandra, Red Velvet, First Red, Nobless, Konffetti, My Heart, Grand
Gala, Dolores, Rote Rose, Saphir, Mercedes, Gabriella, Frisco, Only
Love, Coco, Escimo, Calibra, Mimi Rose, Little Mable, Princess,
Evelien and Chaming.
The 3,5-di-o-methyl-gartanin may be derived from the white rose
petal extract.
The 3,5-di-o-methyl-gartanin may prevent melanin production by
suppressing or inhibiting activity of tyrosinase.
The 3,5-di-o-methyl-gartanin may improve skin elasticity by
suppressing or inhibiting activity of MMP-1.
The composition may be formulated by at least one selected from the
group consisting of skin lotion, skin softener, skin toner,
astringent, lotion, milk lotion, moisturizing lotion, nutrition
lotion, massage cream, nourishing cream, moisturizing cream, hand
cream, essence, nutrition essence, pack, soap, shampoo, cleansing
foam, cleansing lotions, cleansing cream, body lotion, body
cleanser, emulsion, lipstick, makeup base, foundation, pressed
powder and loose powder.
Advantageous Effects
3,5-di-o-methyl-gartanin derived from a white rose petal extract or
white rose petal has a whitening effect by suppressing melanin
production through a mechanism of inhibiting tyrosinase activity
and has effects of enhancing skin elasticity and alleviating a
wrinkle through a mechanism of inhibiting activity of MMP-1.
Therefore, the composition of the present invention including
3,5-di-o-methyl-gartanin as an active ingredient can be utilized as
a material for functional cosmetics for skin whitening and skin
wrinkle alleviation without causing skin irritation.
DESCRIPTION OF DRAWINGS
FIG. 1 is a result of observing an MMP-1 inhibitory effect for an
extract obtained by extracting white rose petal with ethanol,
butanol, and ethyl acetate (black: 1 .mu.g/mL, red: 3.2 .mu.g/mL,
green: 10 .mu.g/mL, yellow: 32 .mu.g/mL, and blue: 100
.mu.g/mL).
FIG. 2 is a result of observing a tyrosinase inhibitory effect for
an extract obtained by extracting white rose petal with ethanol,
butanol, and ethyl acetate (black: 1 .mu.g/mL, red: 3.2 .mu.g/mL,
green: 10 .mu.g/mL, yellow: 32 .mu.g/mL, and blue: 100
.mu.g/mL).
FIG. 3 is a result of observing a melanin synthesis inhibitory
effect for an extract obtained by extracting white rose petal with
ethanol, butanol, and ethyl acetate (black: 1 .mu.g/mL, red: 3.2
.mu.g/mL, green: 10 .mu.g/mL, yellow: 32 .mu.g/mL, and blue: 100
.mu.g/mL).
FIG. 4 is a result illustrating a process of preparing white rose
petal fractions of the present invention.
FIG. 5 is a result of measuring DPPH radical scavenging activity
for each treatment concentration with respect to extracts of the
white rose petal extracted with ethanol, butanol, and fraction
2.
FIGS. 6A, 6B and 6C show results of performing a metal ion
catalytic oxidation inhibition test for each treatment
concentration with respect to extracts of the white rose petal
extracted with ethanol, butanol, and fraction 2.
FIG. 7 is a result of measuring tyrosinase activity for each
treatment concentration with respect to extracts of the white rose
petal extracted with ethanol, butanol, and fraction 2.
MODES OF THE INVENTION
While the inventors studied a novel cosmetic material capable of
preventing skin aging, alleviating skin wrinkle, and enhancing a
skin whitening effect, the inventors verified that a white rose
petal extract had the functions.
Therefore, the present invention is characterized by providing a
functional cosmetic composition including, an active ingredient, a
white rose petal extract extracted from white rose petal.
Particularly, while the inventors was trying to find a material
having an excellent whitening effect and anti-aging effect while
being derived from a natural material to be stable in the human
body, the inventors paid attention to a white rose extract and
verified that the white rose petal extract had a whitening effect
and a wrinkle alleviation effect through an experiment.
That is, according to an exemplary embodiment of the present
invention, it is exhibited that the white rose extract suppresses
or inhibits activity of MMP-1 to improve skin elasticity (see FIG.
1).
Meanwhile, melanin as a pigment present in the skin has an
important function of protect a body from external stimuli such as
UV rays. However, when the melanin is excessively produced to be
pigmented, the melanin forms age spots, freckles, or the like to
cause skin appearance problems, and furthermore, facilitate skin
aging and cause skin cancer, and thus a material capable of
suppressing over-production of the melanin can be used as a
whitening product.
It is known that skin pigmentation is caused by stimuli such as UV
or inflammation and generated by genetic factors or factors such as
hormones, chemicals, foods, and the like. Skin melanocytes are
involved in a biosynthesis process of melanin. That is, the
biosynthesis of the melanin occurs in a specific-shaped small organ
in melanocytes called melanosome and an enzyme called tyrosinase
plays the most important role in generation of the melanin in the
melanosome. Tyrosine is converted to dopa by action of the enzyme,
generated to dopaquinone through a series of oxidation processes,
and converted to dopachrome again to finally form dark-brown
melanin. The expression of tyrosinase, tyrosinase related protein-1
(TRP-1), TRP-2, and extracellular signal-regulated kinases (ERK) as
protein genes involved in formation of the melanin pigment and a
microphthalmia-associated transcription factor (MITF) which is a
main transcription factor regulating expression of the melanin
synthesis plays an important role in a melanin synthesis
process.
According to an exemplary embodiment of the present invention, it
is exhibited that the white rose petal extract of the present
invention inhibits tyrosinase concentration-dependent to have
activity of suppressing melanin synthesis (see FIGS. 2 and 3).
Accordingly, the white rose petal extract of the present invention
of suppressing the tyrosinase activity may be used for preventing
skin pigmentation and a skin whitening effect.
Through such a result, the inventors were experimentally verified
that the white rose petal extract of the present invention has both
the skin wrinkle alleviation effect and the skin whitening
effect.
Meanwhile, the inventors additionally experimented whether any
component of the white rose petal extract particularly has the skin
wrinkle alleviation effect and the skin whitening effect.
As a result, it was verified that 3,5-di-o-methyl-gartanin
corresponding to a 14-th peak of a fraction obtained by extracting
white rose petal with butanol has the best MMP-1 activity
inhibition and tyrosinase activity inhibition.
Accordingly, the present invention may provide a cosmetic
composition for skin whitening and skin wrinkle alleviation
including, as active ingredients, 3,5-di-o-methyl-gartanin in
addition to the white rose petal extract.
The white rose extract according to the present invention may use
an extract extracted and isolated from a natural material by using
extraction and isolation methods which are known in the art. The
"extract" defined in the present invention is extracted from white
rose by using an appropriate solvent and for example, includes all
of a crude extract, a polar solvent soluble extract, and a
non-polar solvent soluble extract of the white rose. Preferably,
the white rose extract may be an extract extracted from white rose
petal.
An appropriate solvent for extracting the extract from the white
rose may use any pharmaceutically acceptable organic solvent and
may use water or an organic solvent, but is not limited thereto.
For example, the solvent may use various solvents including
purified water, alcohols of carbon atoms 1 to 4 including methanol,
ethanol, propanol, isopropanol, butanol, and the like, acetone,
ether, benzene, chloroform, ethyl acetate, methylene chloride,
hexane, cyclohexane, and the like, alone or in combination.
Preferably, the solvent may use ethanol (alcohol), butanol, or
ethyl acetate.
The extraction method may use any one selected from methods
including hot water extraction, chilling extraction, reflux cooling
extraction, solvent extraction, steam distillation, ultrasonic
extraction, elution, pressing, and the like. Further, a desired
extract may additionally perform a general fraction process and be
purified by using a general purification method. The method of
preparing the white rose extract of the present invention is not
limited and may use any known method.
For example, in the white rose extract included in the composition
of the present invention, a primary extract extracted by the hot
water extraction or solvent extraction may be prepared in a powder
state by an additional process such as vacuum distillation and
freeze drying or spray drying. Further, the primary extract may
obtain additionally purified fractions by using various
chromatography including silica gel column chromatography, thin
layer chromatography, high performance liquid chromatography, and
the like.
Accordingly, in the present invention, the white rose extract is a
concept including all of extracts, fractioned and purified
materials, their dilutions, concentrates, or dried materials which
are obtained in each step of extraction, fraction, or
purification.
The method of preparing the white rose extract according to the
exemplary embodiment of the present invention will be described
below in more detail.
In the present invention, the dried white rose petal is grinded and
powdered and then extracted for 24 hours at room temperature by
adding ethanol or water to the powder. Thereafter, the water
extract is additionally deposited with butanol or ethyl acetate for
24 hours at room temperature again to obtain the white rose petal
extract through a process which is prepared to the freeze-dried
powder.
Further, 100 mg of the butanol extract is centrifuged for 2 minutes
at 10,000 rpm after adding 1 ml of methanol and F2 fractioned by
adding 1 ml of butanol to the precipitated pellet is analyzed by
using GC/MS (agilent technologies 5975C), and as a result,
3,5-di-o-methyl-gartanin may be obtained through a 14-th solvent
peak.
As such, when the extract extracted from the white rose petal or a
compound purified therefrom is prepared by the cosmetic
composition, the composition of the present invention may include
ingredients generally used in the cosmetic composition in addition
to the aforementioned white rose petal extract, for example,
general additives, such as antioxidants, stabilizers, solubilizers,
vitamins, pigments and perfumes, and carriers.
Further, the composition of the present invention may be used by
combining an organic sunscreen which has been used from the past to
the extent that a skin protection effect is not damaged by reacting
with the white rose petal extract other than the aforementioned
white rose petal extract.
The organic sunscreen may use at least one selected from the group
consisting of glyceryl PABA, drometrizole trisiloxane,
drometrizole, digalloyl trioleate, disodium phenyl dibenzimidazole
tetrasulfonate, diethylhexyl butamido triazone, diethylamino
hydroxybenzoyl hexyl benzoate, DEA-methoxylcinnamate, a mixture of
lawsone and dihydroxyl acetone, methylene bis-benzotriazolyl
tetramethylbutylphenol, 4-methylbenzylidene camphor, menthyl
anthranilate, benzophenone-3 (oxybenzone), benzophenone-4,
benzophenone-8 (dioxyphebenzone), butyl methoxydibenzoylmethane,
bis-ethylhexyloxyphenolmeth oxyphenyltriazine, cinoxate,
ethyldihydroxypropyl PABA, cctocrylene, ethylhexyl dimethyl PABA,
ethylhexyl methoxycinnamate, ethylhexyl salicylate, ethylhexyl
triazone, isoamyl p-methoxycinnamate, polysilicon-15
(dimethicodiethylbenzal malonate), terephthalylidene dicamphor
sulfonic acid and its salts, TEA salicylate, and amino benzoic acid
(PABA).
Further, the cosmetic composition of the present invention may be
prepared by any formulation which is generally prepared in the art
and for example, may be formulated by a solution, a suspension, an
emulsion, paste, gel, cream, lotion, powder, soap, a
surfactant-containing cleanser, oil, powder foundation, emulsion
foundation, wax foundation, spray and the like, but is not limited
thereto. More particularly, the cosmetic composition of the present
invention may be prepared by formulation of emulsion lotion,
nutrition lotion, nourishing cream, massage cream, essence, eye
cream, cleansing cream, cleansing foam, cleansing water, pack,
spray or powder.
When the formulation of the present invention is paste, cream, or
gel, as a carrier ingredient, animal oil, vegetable oil, waxes,
paraffins, starch, tragacanth, cellulose derivatives, polyethylene
glycols, silicones, bentonites, silica, talc, zinc oxide, or the
like may be used.
When the formulation of the present invention is the solution or
the emulsion, as a carrier ingredient, a solvent, a dissolving
agent, or an emulsifying agent is used, and for example, water,
ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl
alcohol, benzyl benzoate, propylene glycol, 1,3-butyl glycol oil,
glycerol aliphatic ester, polyethylene glycol, or sorbitan fatty
acid ester is included.
When the formulation of the present invention is the suspension, as
the carrier ingredient, a liquid diluent, such as water, ethanol,
or propylene glycol, a suspension such as ethoxylated isostearyl
alcohol, polyoxyethylene sorbitol ester and polyoxyethylene
sorbitan ester, microcrystalline cellulose, aluminum metahydroxide,
bentonite, agar or tragacanth may be used.
When the formulation of the present invention is the powder or the
spray, as the carrier ingredient, lactose, talc, silica, aluminum
hydroxide, calcium silicate, or polyamide powder may be used.
Particularly, in the case of the spray, a propellant such as
chloro-fluoro hydrocarbon, propane/butane or dimethyl ether may be
additionally included.
When the formulation of the present invention is the
surfactant-containing cleanser, as the carrier ingredient,
aliphatic alcohol sulfate, aliphatic alcohol ether sulfate,
sulfosuccinate monoester, isethionate, imidazolinium derivatives,
methyl taurate, sarcosinate, fatty acid amide ether sulfate, alkyl
amido betaine, aliphatic alcohol, fatty acid glyceride, fatty acid
diethanolamide, vegetable oil, lanoline derivatives, ethoxylated
glycerol fatty acid ester, or the like may be used.
Further, the present invention may provide a make-up method having
a skin aging prevention, skin wrinkle alleviation, or skin
whitening effect by applying a cosmetic composition including, as
an active ingredient, a white rose petal extract or
3,5-di-o-methyl-gartanin to the human skin.
The make-up method of the present invention refers to all make-up
methods using the cosmetic composition of the present invention.
That is, all of the methods which are known in the art using the
cosmetic composition belong to the make-up method of the present
invention.
The cosmetic composition of the present invention is used alone or
in duplicate or may be used by duplicating other cosmetic
compositions other than the cosmetic composition of the present
invention. Further, the cosmetic composition according to the
present invention may be used according to a general use method and
vary the number of uses according to a skin state or a taste of a
user.
When the cosmetic composition of the present invention is soap,
surfactant-containing cleansing formulation or a surfactant-free
cleansing formulation, the cosmetic composition is coated on the
skin and then wiped or removed or cleaned with water. As a
particular example, the soap is liquid soap, powder soap, solid
soap and oil soap, the surfactant-containing cleansing formulation
is cleansing foam, cleansing water, a cleansing towel and a
cleansing pack, and the surfactant-free cleansing formulation is
cleansing cream, cleansing lotion, cleansing water and cleansing
gel, and the present invention is not limited thereto.
Hereinafter, the present invention will be described in more detail
by Examples. These Examples are just to describe the present
invention in more detail and it is apparent to those skilled in the
art that the scope of the present invention is not limited to these
Examples.
Example 1
Preparation of White Rose Petal
The white rose petal used in the present invention was collected at
Jincheon, Chungbuk, Korea in May, 2010 and then completely dried
under the sun and used. The completely dried petal was grinded and
powdered by using a rotor speed mill (Laval Lab Inc., Laval, Que),
sterilized by using a 70% ethanol spray, dried at 80.degree. C.,
and then stored at 4.degree. C. before usage.
Example 2
Preparation of White Rose Petal Extract
The prepared dried white rose petal powder was divided into two
parts and extracted with ethanol or water.
First, the ethanol extract was deposited by using 70% ethanol 10
times larger than a volume of the white rose petal powder and
extracted for 24 hours at room temperature. An extracted suspension
was filtered by a Whattman filter (No. 1) and the filtrate was
concentrated under a vacuum at 50.degree. C. and freeze-dried to
obtain the extract. Samples obtained from the ethanol extract were
continuously fractioned through n-hexane ethyl acetat (EA),
chloroform, n-butanol (BuOH), and distilled water, and the obtained
fractions were dried by an evaporator. Then, the obtained products
were used for the experiments.
Example 3
Analysis of Collagen Matrix Metalloproteinase-1 Inhibitory Effect
of White Rose Petal Extract
As part of measuring a wrinkle alleviation effect of the white rose
petal extract, effects of inhibiting activity of collagen matrix
metalloproteinase-1 (MMP-1) of the extracts were measured with
reference to the guideline of "beauty-related functional tests (pp.
821-858)" of Korea health official compendium research society
foundation.
When simply describing the effect, 25 mg of bovine tendon collagen
was dissolved in a 0.05 M tris(hydroxymethyl)-methyl-2-aminoethane
sulfonate (TES) buffer and then left for 15 minutes at 37.degree.
C. Next, a test material for each concentration was added and then
additionally reacted with collagenase type-1 for 5 hours at
37.degree. C. 0.2 mL of a reaction solution was taken and added to
1 mL of a buffer [4% ninhydrin in methyl cellosolve
(2-methoxyethanol)+0.2 M sodium citrate with 0.71 mM stannous
chloride]. The reaction solution was boiled for 20 minutes, added
with n-propanol, and then left for 15 minutes and then absorbance
was measured at 600 nm. On the basis of a change in absorbance when
only the buffer without the white rose fractions was added as a
reference (100%), reduction of the absorbance caused by the white
rose fractions for each concentration was represented by an
inhibition rate.
As a result, as illustrated in FIG. 1, the ethanol fraction
exhibited a MMP-1 activity inhibition rate of 41.7% in 100
.mu.g/mL, and the butanol fraction exhibited the MMP-1 activity
inhibition rate of 34.9% in 10 .mu.g/mL, 47.7% in 32 .mu.g/mL, and
76.1% in 100 .mu.g/mL. Meanwhile, the ethyl acetate fraction had
the strongest MMP-1 activity inhibition effect and exhibited the
inhibition rate of 35.0% in 3.2 .mu.g/mL, 39.8% in 10 .mu.g/mL,
59.0% in 32 .mu.g/mL, and 83.1% in 100 .mu.g/mL.
Through the above result, the inventors verified that all of the
ethanol extract, the butanol extract, and the ethyl acetate extract
of the white rose petal inhibited the activity of MMP-1.
Accordingly, it can be seen that the ethanol extract, the butanol
extract, and the ethyl acetate extract of the white rose petal have
an excellent wrinkle alleviation effect.
Example 4
Analysis of Melanin Synthase (Tyrosinase) Inhibitory Effect of
White Rose Petal Extract
Meanwhile, in order to measure a skin whitening effect of the white
rose petal extract, an effect of inhibiting activity of tyrosinase
as melanin synthase was measured with reference to the guideline of
"beauty-related functional tests (pp. 821-858)" of Korea health
official compendium research society foundation.
When simply describing this, 20 .mu.L of mushroom tyrosinase (2,000
unit/mg) and 10 .mu.L of 10 mM L-dihydroxyphenylalanine (L-DOPA)
were added in 70 .mu.L of a white rose fraction sample (1, 3.2, 10,
32, 100 .mu.g/mL of final concentrations) dissolved in PBS (pH 6.8)
on each well of a 96-well plate and then reacted for 30 minutes at
37.degree. C., and absorbance at 475 nm was measured by using a
microplate reader (Infinite 200, Tecan Group Ltd., Switzerland). In
this case, on the basis of a change in absorbance when only the
buffer without the white rose fractions was added as a reference
(100%), reduction of the absorbance caused by the white rose
fractions for each concentration was represented by an inhibition
rate.
As a result, as illustrated in FIG. 2, the ethanol fraction
exhibited a tyrosinase inhibition rate of 29.4% in 32 .mu.g/mL and
52.9% in 100 .mu.g/mL, and the butanol fraction exhibited the
tyrosinase inhibition rate of 38.1% in 32 .mu.g/mL, and 60.4% in
100 .mu.g/mL. Meanwhile, it was verified that the ethyl acetate
fraction exhibited the strongest tyrosinase inhibition rate and
exhibited a tyrosinase inhibition rate of 44.3% in 32 .mu.g/mL and
65.1% in 100 .mu.g/mL.
Example 5
Analysis of Melanin Synthesis Inhibitory Effect of White Rose Petal
Extract
In order to more definitize a skin whitening effect of the white
rose petal extract, the inventors measured a melanin synthesis
inhibitory effect of the white rose petal extract at a cell level
with reference to the guideline of "beauty-related functional tests
(pp. 821-858)" of Korea health official compendium research society
foundation (2004).
When simply describing this, B16 mouse melanoma cells were
dispensed to 1.times.10.sup.4 cells/well (0.5 mL) in a 96-well
plate and cultured for 24 hours. The B16 mouse melanoma cells was
treated with the white rose fraction for each concentration and a
.alpha.-melanocyte stimulating hormone (MSH) and additionally
cultured for 3 days at 37.degree. C. The cells were lysed by adding
0.15 mL of 1 M NaOH to a culture medium and boiled for 5 minutes to
elute the melanin. 0.1 mL of the eluate was taken and absorbance at
490 nm was measured. A standard calibration curve was created by
synthetic melanin and the concentration was quantified and an
inhibition rate for each concentration of the white rose fraction
was proposed based on a melanin production amount when the sample
was not treated as a reference (100%).
As a result, as illustrated in FIG. 3, the ethanol fraction
exhibited a melanin synthesis inhibition rate of 27.7% in 32
.mu.g/mL and 39.9% in 100 .mu.g/mL, and the butanol fraction
exhibited the melanin synthesis inhibition rate of 23.5% in 10
.mu.g/mL, 35.5% in 32 .mu.g/mL, and 49.6% in 100 .mu.g/mL.
Meanwhile, the ethyl acetate fraction exhibited the strongest
melanin synthesis inhibition rate and exhibited the melanin
synthesis inhibition rate of 30.2% in 10 .mu.g/mL, 54.4% in 32
.mu.g/mL, and 58.8% in 100 .mu.g/mL.
Through the result, the inventors verified that all of the ethanol
extract, the butanol extract, and the ethyl acetate extract of the
white rose petal inhibited the activity of the tyrosinase and
suppressed the melanin synthesis. Accordingly, it can be seen that
the ethanol extract, the butanol extract, and the ethyl acetate
extract of the white rose petal exhibit the excellent whitening
effect.
Example 6
Ingredient Analysis of White Rose Petal Extract
The inventors analyzed specific ingredients of the white rose petal
extract having the wrinkle alleviation and whitening effects. To
this end, the inventors isolated a supernatant (fraction 1, 75%,
hereinafter, referred to as `F1`) by adding 1 ml of methanol to 100
mg of the butanol extract and then the centrifuging the butanol
extract for 2 minutes at 10000 rpm and obtained fraction 2 (8%,
hereinafter, referred to as `F2`) by adding 1 ml of butanol to the
precipitated pellet (See FIG. 4).
The F1 and F2 were analyzed by using GC/MS (Agilent Technologies
5975C) installed with a CTC CombiPAL autosampler system (Palo Alto,
Calif., USA). A column used in sample analysis was a HP-5 column
(Agilent Technologies, 250 .mu.m.times.0.25 .mu.m.times.30 m) and
10 .mu.L of the sample was analyzed. An injector temperature was
250.degree. C. and was measured up to 280.degree. C. at an interval
of 3.degree. C. per minute after a GC oven stopped for 5 minutes at
50.degree. C. Data from after 4 minutes was collected by
considering a solvent peak and Wiley7N library data were used for
ingredient analysis.
As a result, ingredients in the following Tables 1 and 2 could be
verified.
TABLE-US-00001 TABLE 1 Ingredient Analysis Table of F1 Retention
Peak time Fraction 1 % Area Quality 1 6.448 2-Methyl-2-butanal 0.37
33 2 7.518 Furfural 5.60 64 3 7.701 1,5-Dimethyl-1H-pyrazole 0.13
86 4 8.192 2,5-Furandione 0.19 86 5 12.249
4-Oxo-5-methoxy-2-penten-5- 0.27 86 olide 6 12.500
5-methyl-2-furancarboxaldehyde 0.38 95 7 13.165
1-Methoxy-difluorobenzene 0.20 38 8 13.878
3-Acetyldihydro-2(3H)-furanone 0.18 50 9 14.572 Propynamide 0.16 37
10 16.113 3-Fluoro-1,2-benzenediol 0.40 27 11 16.219
4-Ethyl-cyclohexanone 0.12 30 12 16.297 4-Oxo-pentanoic acid 0.37
14 13 17.646 2-Methoxy-6-methyl-pyrazine 0.10 74 14 18.147
3-Hydroxy-5-methyl-4H-pyran-4- 0.18 35 one 15 19.322
2-Furanmethanol 0.26 86 16 20.084 5-Methyl-2(3H)-furanone 0.12 30
17 21.028 2,3-Dihydro-3,5-dihydroxy-6- 0.89 90
methyl-4H-pyran-4-one 18 23.630 2-Butyl-4,5-dimethyloxazole 0.24 38
19 23.909 Butanedioic acid 0.43 27 20 24.256
3,4,5,6-Dibenzocarbazole 2.29 50 21 24.661 2-Methyl-cycloheptanone
0.45 30 22 24.941 5-(hydroxymethyl)-2- 31.56 91 Furancarboxaldehyde
23 29.624 1-(3-Chloro-2-propenyl)-4- 0.58 30 methoxy benzene 24
29.778 1-Fluoro-3(2-cyanoethenyl)- 0.62 22 benzene 25 29.971
4-Methoxy-benzeneacetonitrile 1.05 46 26 30.000
1a,2,3,5-tetrahydro-1H- 1.28 47 cycloprop[c]indol-5-one 27 30.858
1,3-cyclopentadione 0.53 30 28 31.330 1,2,3-Benzenetriol 40.38 95
29 40.195 Harmin 0.17 47 30 40.234 1,2-Dihydro-7,12-methano-4H-
0.11 64 cyclodeca[c]pyran-4-one 31 40.330 Tetrahydroanthraquinone
0.09 64 32 40.542 (E)-2,4'-dihydroxystilbene 0.66 64 33 40.610
[2.2](2,6)pyrazinophane 0.24 83 (E)-2,2'-stilbenediol 50 34 40.976
1-(4- 3.49 43 Pyrroylcarbonyl)benzotriazole 35 41.988
(Z)-1,2-Difluoro-1-(p- 0.58 50 methoxyphenyl)ethene 36 75.861
3,5-Di(p-chlorophenyl)-isoxazole 0.21 43
TABLE-US-00002 TABLE 2 Ingredient Analysis Table of F2 Retention
Peak time Fraction 2 % Area Qality 1 6.217 n-Butyl acetate 3.15 72
2 9.252 4-Heptanone 1.42 86 3 9.464 n-Butyl ether 4.12 90 4 11.257
3-Methyl-4-heptanone 1.27 95 5 14.08 Butyl butylate 2.46 90 6
19.303 5-phenyl-8-oxa-1- 1.17 59 azabicyclo[3.2.1]octane
3-phenyl-1,2,4-triazine- 59 5,6(1H,2H)-dione 7 23.331
1-Methyl-azetidine 0.89 25 8 25.827 1,3-bis(1,1-dimethylethyl)-
0.74 9 benzene 9 32.004 Dihexylsulfide 0.66 43 10 33.45
1,1'-(1,4-phenylene)bis-ethanone 0.84 86 1-(1,1-dimethylethyl)-3,5-
80 dimethyl-benzene 11 35.175 Iso butanol 0.52 5 12 72.189 Docosane
0.87 35 13 73.008 Heptacosane 1.12 14 14 76.738
3,5-di-o-methyl-gartanin 1.35 35
Example 7
Analysis of Collagen Matrix Metalloproteinase-1 Inhibitory Effect
for Each Ingredient of White Rose Petal Extract
The inventors tested the MMP-1 inhibitory effect of 36 ingredients
analyzed in the F1 and 14 ingredients analyzed in the F2 in order
to verify which ingredient of the white rose petal extract had the
skin wrinkle alleviation effect.
The test method was performed the same as the method disclosed in
Example 3 and as the tested result, it was verified that in
3,5-di-o-methyl-gartanin which was the 14-th fraction of the F2, a
particularly excellent inhibition effect of MMP-1 was
exhibited.
Example 8
Analysis of Melanin Synthase (Tyrosinase) Inhibitory Effect of
3,5-Di-o-Methyl-Gartanin
The inventors performed the test by the same method as the method
disclosed in Example 4 in order to verify whether
3,5-di-o-methyl-gartanin showing the excellent MMP-1 inhibitory
effect exhibited the tyrosinase inhibitory effect as the melanin
synthase.
As a result, it was verified that 3,5-di-o-methyl-gartanin had an
excellent tyrosinase inhibition activity.
Example 9
Analysis of Melanin Synthesis Inhibitory Effect of
3,5-Di-o-Methyl-Gartanin
Finally, the inventors observed the melanin synthesis inhibitory
effect due to the tyrosinase inhibition activity of the
3,5-di-o-methyl-gartanin through the test method disclosed in
Example 5.
As a result, expectedly, the inventors verify that the melanin
synthesis of the B16 mouse melanoma cells may be efficiently
inhibited by treatment of 3,5-di-o-methyl-gartanin.
Example 10
Analysis of DPPH Reactive Oxygen Scavenging Activity of White Rose
Petal Extract for Each Treatment Concentration
2,2-Diphenyl-1-picrylhydrazyl (DPPH) is a free radical which is
very stable by itself and a dark violet compound having
characteristic light absorption at 517 nm, but is quantitatively
discolored by antioxidants having radical scavenging activity.
Further, the radical scavenging activity has a correlation with
antioxidation activity including inhibition activity of lipid
peroxidation and is an experimental method which is widely used for
searching antioxidants.
Accordingly, in order to verify DPPH reactive oxygen scavenging
activity of the white rose flower, the inventors detected reaction
of a DPPH solution, ethanol (EtOH) extract, and each fraction and
verified the DPPH reactive oxygen scavenging activity by measuring
absorbance at 517 nm by using a microplate-ELISA reader (SpectraMax
plus 384, Molecular Devices, CA, USA) after treating vitamin C
(Vit.C) as a positive control group.
The DPPH reactive oxygen scavenging activity was measured after
treating white rose flower samples with concentrations of 1, 10,
25, and 50 .mu.g/mL respectively, and as a result, it can be seen
that the DPPH reactive oxygen scavenging activity is exhibited from
the concentration of 10 .mu.g/mL in all the samples (see FIG.
5).
Example 11
Analysis of Metal Ion Catalytic Oxidation Inhibition of White Rose
Petal Extract for Each Treatment Concentration
As a method of verifying an effect of antioxidants protecting
proteins such as bovine serum albumin (BSA) or enzymes from the
damage by reactive oxygen species (ROS) by using a metal ion
catalytic reaction, in order to verify metal ion catalytic
oxidation inhibition activity of the white rose petal extract and
the fractions, the following experiment was performed.
First, in order to induce production of free radicals, the metal
ion catalytic reaction was used by adding CuSO.sub.4 1 mM and
H.sub.2O.sub.2 10 mM and free radicals were produced and then
electrophoresed in SDS-polyacrylamide gel for a protection effect
of the BSA protein of the extracts and the fractions.
A protein protection effect to the metal ion catalytic free
radicals after treating the white rose flower samples with
concentrations of 1, 10, 25, and 50 .mu.g/mL was evaluated. As a
result, it can be seen that in an ethanol (EtOH) extract, a protein
protection effect by the metal ion catalytic free radicals is
exhibited from the concentration of 10 .mu.g/mL, whereas in butanol
(BuOH) and Fraction 2, the protection effect is observed from the
concentration of 1 .mu.g/mL (see FIG. 6).
Example 12
Analysis of Tyrosinase Activity Inhibition In Vitro of White Rose
Petal Extract for Each Treatment Concentration
The inventors mixed the white rose flower fractions with 100 mM of
a sodium phosphate buffer (pH 6.5), L-tyrosine, and mushroom
tyrosinase and reacted at 37.degree. C. for 30 minutes, and
thereafter, measured tyrosinase inhibition activity through
intensity after photographing by using a OLYMPUS CKX 41 (Olympus,
Tokyo, Japan).
The tyrosinase inhibition activity after treating the white rose
flower samples with concentrations of 10 and 25 .mu.g/mL was
measured. As a result, it can be seen that the tyrosinase
inhibition activity is exhibited in all the samples and
particularly, in butanol (BuOH) and Fraction 2, the tyrosinase
inhibition activity is exhibited at a similar level to vitamin C as
a positive control group (see FIG. 7).
Through the above result, the inventors experimentally verified
that the white rose petal extract had the skin whitening and skin
wrinkle alleviation effects and verified that the white rose petal
extract, particularly, the 3,5-di-o-methyl-gartanin exhibited an
excellent effect in skin whitening and skin wrinkle alleviation by
the MMP-1 activity and tyrosinase activity inhibition effects.
Accordingly, the cosmetic composition including the white rose
petal extract or the 3,5-di-o-methyl-gartanin can be utilized as an
important ingredient for functional cosmetics for skin whitening
and skin wrinkle alleviation.
Hereinafter, as cosmetic Formulation Examples of the present
invention, Lotion, essence, body cleanser, and the like including a
white rose extract (alternatively, 3,5-di-o-methyl-gartanin) as an
active ingredient of the present invention will be exemplified.
However, the formulation of the cosmetic material of the present
invention is not necessarily limited thereto.
[Formulation Example 1] Skin Lotion
A skin lotion was prepared by a general method by adding the
following ingredients and contents.
White rose extract (alternatively, 3,5-di-o-methyl-gartanin)--2.0
wt %, 1,3-butylene glycol--5.2 wt %, oleyl alcohol--1.5 wt %,
ethanol--3.2 wt %, polysorbate 20-3.2 wt %, benzophenone 9-2.0 wt
%, carboxyl vinyl polymer--1.0 wt %, glycerine--3.5 wt %,
flavor--small amount, preservative--small amount, and purified
water--residual amount %
[Formulation Example 2] Essence
An essence was prepared by a general method by adding the following
ingredients and contents.
White rose extract (alternatively, 3,5-di-o-methyl-gartanin)--2.0
wt %, cetostearyl alcohol--1.0 wt %, glyceryl monostearate--0.8 wt
%, sorbitan monostearate--0.3 wt %, propylparaben--0.1 wt %,
polysorbate 60-1.0 wt %, mineral oil--5.0 wt %, cyclomethicone--3.0
wt %, dimethicone--0.5 wt %, allantoin--0.1 wt %, glycerine--5.0 wt
%, alcohol--2 wt %, propylene glycol--3.0 wt %, flavor--small
amount, preservative--small amount, and purified water--residual
amount %
[Formulation Example 3] Body Cleanser
A body cleanser was prepared by a general method by adding the
following ingredients and contents.
White rose extract (alternatively, 3,5-di-o-methyl-gartanin)--2.0
wt %, alkylether saccharate salt (30%)--30.0 wt %, alkylether
sulfosuccinic acid salt (30%)--20.0 wt %, alkylamido betaine
(30%)--5.0 wt %, propylene glycol--5.0 wt %, betaine--5.0 wt %,
lauramide DEA--4.0 wt %, cellulose gum--0.05 wt %, hydrolyzed
protein--0.1 wt %, citric acid--small amount, NaCl--small amount,
flavor--small amount, preservative--small amount, and purified
water--residual amount %
Hereinabove, the preferred exemplary embodiments of the present
invention have been primarily described. It is understood to those
skilled in the art that the present invention may be implemented as
a modified form without departing from an essential characteristic
of the present invention. Therefore, the disclosed exemplary
embodiments should be considered from not a limitative viewpoint
but an explanatory viewpoint. It should be construed that the scope
of the present invention should be interpreted by not the above
description but the appended claims and all differences in the
equivalent range thereto are included in the present invention.
* * * * *